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Think of it as an ideas vacation, maybe even a “sanity spa.” An Unspeakeasy retreat is not a conference with just workshops and mingling. It’s a series of curated conversations shaped the participants’ specific interests and knowledge bases.

We take our participants’ privacy seriously and do not publish specific details or locations. Please inquire for more information and we’ll tell you everything you need to know.

Space is limited. Overnight retreats are capped at 18 participants.

Home values in Austin have declined 15.3% – or by $85,000 – on average since April 2022, a

March 2–3, 2024

Austin, TX

A daytime-only weekend retreat in downtown Austin, near the Capitol and the University of Texas.


Guest Speaker: Sarah Hepola, Author of "Blackout" AND comedian Arielle Isaac Norman.

April 9-10, 2024

Louisville, KY

Two-day retreat in a boutique hotel in the historic Highlands neighborhood. (Hotel not included in your booking.)

Guest Speakers: Corinna Cohn and Nina Paley of the Heterodorx Podcast.

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April 20–21, 2024

Los Angeles, CA

Daytime-only weekend retreat in private home in Los Angeles.


Guest Speaker: TBA

May 18-19, 2024

Seattle, WA

A daytime-only weekend retreat in a private architectural home in the Central District.

Guest Speaker: Katie Herzog of the Blocked and Reported Podcast.

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October 5–6, 2024

Toronto, ONT

A daytime-only weekend retreat in Toronto’s central core.  This is our first-ever international retreat!

Guest speaker: Tara Henley of the Lean Out podcast

October 21-24, 2024

Woodstock, NY

Three-night retreat in a modern boutique hotel near the town center of Woodstock, NY

Guest Speaker: TBA



Get updates on guest speakers, new retreat dates, and more by joining our email list. 

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